When Ian renames a character in his latest novel, Henry concludes that he's in love with the waitress he took the name from. Meanwhile Maddie's professor presumes she's hot for him.
During Halloween, Ian helps Henry to pay back his cousin Lori for an old prank she pulled on him, while Maddie's date may or may not be a humpback for real.
Henry plans to dazzle the other guests at a dinner party, but complications arise when Tess falls ill and Ian plays a practical joke with the host's prized fish.
After Henry and Tess announce they're "engaged to be engaged," a practical joke gone wrong leaves Tess believing Henry slept with Maddie. Meanwhile Jake uses Edgar, Ian's dog, to try to pick up women.